2,4-Oxazolidenedione
Oxazolidinedione.svg
2,4-Oxazolidenedione 3D Balls.png
Names
Preferred IUPAC name
1,3-Oxazolidine-2,4-dione
Other names
2,4-Oxazolidenedione
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C3H3NO3/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6) checkY
    Key: COWNFYYYZFRNOY-UHFFFAOYSA-N checkY
  • InChI=1S/C3H3NO3/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)
  • Key: COWNFYYYZFRNOY-UHFFFAOYSA-N
  • O=C1NC(=O)OC1
Properties
C3H3NO3
Molar mass 101.061 g·mol−1
Appearance white solid
Melting point 89–90 °C (192–194 °F; 362–363 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

2,4-Oxazolidinedione is an organic compound with the formula HN(CO)2OCH2. It is a white solid. The parent ring is not particularly important, but this core structure is found in a variety anticonvulsant drugs. The parent compound is obtained by treating chloroacetamide with bicarbonate.[2]

See also

References

  1. ^ Traube, Wilhelm; Ascher, Richard (1913). "Über das Isohydantoin 2-Imino-4-keto-tetrahydro-oxazol und seine Homologen" [About the isohydantoin (?) of 2-imino-4-keto-tetrahydro-oxazole and its homologues]. Berichte der Deutschen Chemischen Gesellschaft (in German). 46 (2): 2077–2084. doi:10.1002/cber.191304602124.
  2. ^ Cesa, Stefania; Mucciante, Vittoria; Rossi, Leucio (1999). "Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2,4-diones". Tetrahedron. 55: 193–200. doi:10.1016/S0040-4020(98)01025-4.